Monroe County FL Homes under $300,000

• 

  

  

  /37

  $299,000 Open Sat 11AM - 1PM

  • 2 Beds
  • 1 Bath
  • 737 Sq Ft

  6800 Maloney Ave Unit 104, Stock Island, FL 33040

  Located in the peaceful and well-maintained Harbor Shores community on Stock Island, this 2-bedroom, 1-bathroom home presents an excellent investment opportunity. With low HOA fees that cover cable, sewer, and ground maintenance, this property is perfect for both seasonal and long-term rentals--or as a charming personal retreat. The home has been freshly repainted inside and out, offering a clean

  

  Lisa Ferringo

  Coldwell Banker Schmitt Lower Keys (KW)

  (786) 949-2300

  6800 Maloney Ave Unit 104, Stock Island, FL 33040
• 

  

  

  /26

  $245,000

  • Land

  701 Spanish Main Dr Unit 6, Cudjoe Key, FL 33042

  Embrace the island lifestyle with this prime RV lot in Venture Out, a premier gated community on Cudjoe Key! Nestled in a quiet section of the park, this lot offers peak-a-boo ocean views and stunning sunsets from the rear of the property, making it the perfect tropical retreat. Whether you're looking for a personal getaway or a smart investment, this lot is a rare find--Venture Out is one of the

  

  Lisa Ferringo

  Coldwell Banker Schmitt Lower Keys (KW)

  (786) 847-7836

  701 Spanish Main Dr Unit 6, Cudjoe Key, FL 33042
• 

  

  

  /5

  $249,500

  • Land

  657 Colson Dr, Key Largo, FL 33037

  Great lot in Key Largo! across the street from John Pennekamp Camp area. Land use IS - improved subdivision. zoned residential with rights to build a detached dwelling of all types. Tier 3 which is considered the most suitable for development and getting building permits is generally more straightforward. This lot is located in an already developed neighborhood or within urban growth boundaries.

  Maria Acosta Keller Williams Capital Realty

  657 Colson Dr, Key Largo, FL 33037
• 

  

  

  /21

  $250,000

  • Land

  5555 College Rd Unit 6 (starfish), Key West, FL 33040

  Ahoy, dreamers of the sea and seekers of sunshine! Welcome to Sunset Marina, 5555 College Rd, Starfish #6, Key West, FL 33040 located at mile marker 4 where the name alone sounds like a gentle sigh at the end of a perfect day. This charming marina is a true liveaboard community positively brimming with salty charm and tropical tranquility.Behold! Starfish #6 A slip measuring a cozy and capable

  Michael Sorah Truman & Co. (KW)

  5555 College Rd Unit 6 (starfish), Key West, FL 33040
• 

  

  

  /14

  $229,000

  • Land

  1801 N Roosevelt Blvd Unit Wahoo 39, Key West, FL 33040

  PERFECT CONDITION 1990 MARINE TRADER AND LIVEABOARD SLIP LEASEHOLD IN THE HEART OD KEY WEST. SILD TOGETHER ONLY. SEAWORTHY VESSEL WITHCAPTAIN'S BERTH, VBERTH, SALON, GALLEY, FLY BRIDGE, TWIN DIESELS. A RARE FIND IN THE HEART OF KEY WEST !

  Randy Moss Coldwell Banker Schmitt RE Co

  1801 N Roosevelt Blvd Unit Wahoo 39, Key West, FL 33040
• 

  

  /11

  $295,000

  • 2 Beds
  • 1 Bath
  • 672 Sq Ft

  56 Palm Dr, Key West, FL 33040

  Ready to buy n rebuild? Refurbish n rent? ROGO EXEMPTION in place!!Come check out this sweet little property located within a 15-minute drive to Key West.Neighborhood amenities include a tennis court and children's playground within it's green space just behind the infamous Baby's coffee!

  Debora Bent

  56 Palm Dr, Key West, FL 33040
• 

  

  /20

  $215,000

  • Land

  35 Sombrero Blvd Unit B16, Marathon, FL 33050

  Own a piece of Florida Keys paradise in popular Sombrero Marina at Boot Key Harbor, located on a wide open turning basin with sunset views over the water to the natural mangrove area. Large, 54' slip is 21' wide with steady rentals that generate a nice monthly income. Park at your slip. Fuel is nearby and full-service, harbor-front tiki bar/restaurant, bath house, pump out and laundry facilities

  Laurie Keiling Engel & Volkers Marathon

  35 Sombrero Blvd Unit B16, Marathon, FL 33050
• 

  

  /22

  $299,000 Open Sat 11AM - 2PM

  • 1 Bed
  • 1 Bath
  • 672 Sq Ft

  6800 Maloney Ave Unit 17, Stock Island, FL 33040

  A Comfortable Hideaway with Future Potential and Island Charm, whether you're seeking a cozy place to call home now or a smart investment to hold while you design and build your dream elevated home with potential sweeping water views. This well-maintained mobile home offers a bright and spacious layout. Originally configured as a two-bedroom, the current bedroom is tucked privately at the rear,

  Bo Jesper Ek LoKation Real Estate

  6800 Maloney Ave Unit 17, Stock Island, FL 33040
• 

  

  /15

  $250,000

  • Land

  27057 Angelfish Rd, Ramrod Key, FL 33042

  6000 square foot lot with a building permit IN-PROCESS for a 3 bedroom / 2 bath stilted single family residence. 1320 square feet. The plans are for an Affinity home with features that include impact doors and windows and built to 180 mph with a cistern and designed using the Green Building code. Great for the environment, great for your insurance rates.Located a bike ride away from Boondocks

  Donna Pezzi Keller Williams Key West Compass Realty

  27057 Angelfish Rd, Ramrod Key, FL 33042
• 

  

  /3

  $239,000

  • Land

  37 Ed Swift Rd, Big Coppitt Key, FL 33040

  Build Your Florida Keys Dream! This 2,100 square foot fenced-in lot in Big Coppitt Key is ready for immediate construction--no waiting required! Located just minutes from Key West, this property offers the perfect blend of convenience and island tranquility. Enjoy easy access to world-class fishing, boating, and all the best of the Lower Keys lifestyle. Whether you're planning your forever home

  Sarah Dolson Keller Williams Key West Compass Realty

  37 Ed Swift Rd, Big Coppitt Key, FL 33040
• 

  

  /18

  $265,000

  • Land

  325 Calusa St Unit 426, Key Largo, FL 33037

  BRING YOUR RV and live the Keys life in your very own private RV lot in Key Largo's popular Calusa Campground. Located on a quiet street in the park, lot 426 is ready for occupancy! A new PVC fence was installed in 2022 and there is a concrete pad for your tables & chairs so you can enjoy evening BBQs and beverages in comfort. The lot is 35ft wide by 50ft deep accommodating 5th wheels, travel

  Lorie Leal American Caribbean Real Estate, Christie's International Real Estate

  325 Calusa St Unit 426, Key Largo, FL 33037
• 

  

  /9

  $250,000

  • Land

  323 Mahogany Dr, Key Largo, FL 33037

  READY TO BUY AND BUILD? Vacant lot with approved plans for a 3BD / 2BD upstairs, and 1BD / 1BA downstairs. 38 ROGO POINTS. Located in X FLOOD ZONE. Within walking distance to multiple great restaurants and only 1 Mile from Publix! The neighborhood is right next to John Pennekamp where your buyers can easily access a public boat ramp, beach, and more! Great opportunity to purchase in the Florida

  Kelsey Caputo Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

  323 Mahogany Dr, Key Largo, FL 33037
• 

  

  /3

  $299,000

  • Land
  • 0.17 Acre
  • $1,758,824 per Acre

  0 Jamaica St Unit A11773059, Marathon, FL 33050

  Don’t miss out on this rare opportunity to build your dream home on DOUBLE lots in the desirable area of Duck Key, or build your perfect investment vacation retreat on an island paradise. These prime vacant lots, located in the heart of Duck Key, Florida, are just minutes away from the beach, Hawks Cay Marina, and endless water activities. Experience the ultimate Florida Keys lifestyle. An

  Alric Francis Reality Investments Corp.

  0 Jamaica St Unit A11773059, Marathon, FL 33050
• 

  

  /3

  $299,000

  • Land
  • 0.17 Acre
  • $1,758,824 per Acre

  0 Jamaica St Unit A11773009, Marathon, FL 33050

  Don’t miss out on this rare opportunity to build your dream home on DOUBLE lots in the desirable area of Duck Key, or build your perfect investment vacation retreat on an island paradise. These prime vacant lots, located in the heart of Duck Key, Florida, are just minutes away from the beach, Hawks Cay Marina, and endless water activities. Experience the ultimate Florida Keys lifestyle. An

  Alric Francis Reality Investments Corp.

  0 Jamaica St Unit A11773009, Marathon, FL 33050
• 

  

  /39

  $225,000

  • Land

  1466 Overseas Hwy Unit 5, Marathon, FL 33050

  Slip #5 at Harbour Cay Club is a fantastic opportunity in a 24-slip liveaboard marina that's loaded with top-notch amenities and beautifully cared for throughout. This slip is ideal for boats up to 58' LOA and offers excellent protection within the basin. You'll have deep water access with a reported 7-foot controlling depth (per the dockmaster), and being on the Gulf side means you'll catch

  Joshua Mothner Coldwell Banker Schmitt Real Estate Co.

  1466 Overseas Hwy Unit 5, Marathon, FL 33050
• 

  

  /8

  $245,000

  • 2 Beds
  • 2 Baths
  • 780 Sq Ft

  29859 Overseas Hwy Unit A6, Big Pine Key, FL 33043

  Own a Piece of Paradise - A Renovator's Dream!Embrace the possibilities with this project home opportunity. Whether you're looking to renovate the existing structure or replace it with a modern stilt home, the choice is entirely yours.Property Highlights: Spacious Lot: Enjoy one of the larger lots in the area, offering plenty of room for creative outdoor designs.Home Features: A 2-bedroom,

  Elizabeth Greco-DeGrenier Florida Keys Realty, Inc.

  29859 Overseas Hwy Unit A6, Big Pine Key, FL 33043
• 

  

  /36

  $215,000

  • Land

  35 72nd Street Ocean, Marathon, FL 33050

  Are you looking for a QUIET and SAFE place to park your RV or are thinking about building a small cottage close to the ocean & to be able to access & enjoy OPEN WATER views whenever you desire? Look no further... than this CLEAN and CLEARED, 30Ft X 50Ft lot at Trailer Ranch By The Sea. Lot #35 is only a few lots away from the ocean front community park and observation/fishing dock. Complete

  Monica Barrett Coldwell Banker Schmitt Real Estate Co.

  35 72nd Street Ocean, Marathon, FL 33050
• 

  

  /15

  $200,000

  • 2 Beds
  • 1 Bath
  • 240 Sq Ft

  29859 Overseas Hwy Unit 23, Big Pine Key, FL 33043

  OPPORTUNITY AWAITS! INEXPENSIVE PLACE TO GET AWAY. Maybe do a Airbnb or rent out the lot space and bring your own RV when your in town. So you don't have to worry during hurricane season. Quiet RV park with common areas of outdoor tables and chairs, men and women bathrooms, laundry facilities. Pool 3-5 ft areas. Shuffle board. Community Kitchen and living area for gathering or hanging out.

  Rose Dell Keller Williams Key West Compass Realty

  29859 Overseas Hwy Unit 23, Big Pine Key, FL 33043
• 

  

  /18

  $249,000

  • 1 Bed
  • 1 Bath

  29859 Overseas Hwy, Big Pine Key, FL 33043

  Affordable RV lot with a 31 foot RV.. Which offers a one bedroom 1 bath, in the Florida Keys! Amenities include pool, shuffle board, club house and kitchen, picnic/grill area, laundry facility and bath house. Bike path in front of park leads to shopping center, restaurants and all the natural attractions of Big Pine Key. Great rental investment!

  Halley Haack Coldwell Banker Schmitt Real E

  29859 Overseas Hwy, Big Pine Key, FL 33043
• 

  

  /20

  $229,999

  • Land

  701 Spanish Main Dr Unit 658, Cudjoe Key, FL 33042

  RV Lot 658 is located in the exclusive gated community of Venture Out. Oceanfront Paradise Awaits!Experience the epitome of Florida living in beautiful Cudjoe Key, located right in between Key West and Marathon. * Community Boat Ramp and boat washdown station.* Community Amenities: Indulge in a resort-style lifestyle with access to a huge heated pool, spa, clubhouse, pickleball courts, tennis

  Ian Calderwood Bluescape Real Estate

  701 Spanish Main Dr Unit 658, Cudjoe Key, FL 33042
• 

  

  /29

  $299,000

  • Land

  1801 N Roosevelt Blvd Unit 12, Key West, FL 33040

  RARE 20' WIDE LIVEABOARD SLIP IN THE HEART OF KEY WEST. LEASEHOLD SOLD TOGETHER WITH A RECENTLY INSPECTED WELL BUILT CUSTOM 18' X 34' 2 STORY FLOATING HOME WITH TWO WATER VIEW DECKS. FEATURES A SPACIOUS SECOND LEVEL BEDROOM SUITE AND A DOWNSTAIRS GUEST BEDROOM EN-SUITE AND A SPACIOUS FULLY EQUIPPED KITCHEN AND OPEN LIVING ROOM. LOW SLIP FEE OF ONLY $ 974 PER MONTH INCLUDES FREE PUMP OUT, 2

  Randy Moss Coldwell Banker Schmitt RE Co

  1801 N Roosevelt Blvd Unit 12, Key West, FL 33040
• 

  

  /7

  $225,000

  • Land

  0 Lot 15 Blk 2 Rd Unit 613920, Sugarloaf Key, FL 33042

  Build your dream home. Imagine waking up to the natural beauty of the Florida Keys on this 44,431sqft lot. It is a special lot that features mature trees. Near Sugarloaf School. 25 minutes to Key West.

  Elizabeth Greco-DeGrenier Florida Keys Realty, Inc.

  0 Lot 15 Blk 2 Rd Unit 613920, Sugarloaf Key, FL 33042
• 

  

  /8

  $250,000

  • Land

  50 Oleander Dr, Key Largo, FL 33037

  BUILD YOUR DREAM HOME IN THE FLORIDA KEYS! Don't miss this 50' X 65' residential vacant lot in the heart of Key Largo! Partially cleared lot and located in a desirable X flood zone (meaning NO Flood insurance). With 40 ROGO points and approved Plans for a 3 BD | 2 BA ground level home offers a great opportunity to purchase and build before the 2026 building moratorium. This quaint Florida style

  Kelsey Caputo Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

  50 Oleander Dr, Key Largo, FL 33037
• 

  

  /5

  $299,000

  • Land

  21731 Asturias Rd, Summerland Key, FL 33042

  Private Acre on Cudjoe Key - Lush, Tropical, and Near the WaterEscape to your own secluded paradise in the Lower Keys! This just over an acre lot on Cudjoe Key is surrounded by beautiful equestrian properties and dense tropical foliage, offering unmatched privacy and tranquility.Located just seconds from a public boat ramp, you'll have easy access to world-class fishing, boating, and watersports.

  Coby Taylor Expert Realty LLC (HQ)

  21731 Asturias Rd, Summerland Key, FL 33042
• 

  

  /22

  $238,000

  • Land

  6099 Overseas Hwy Unit 15E, Marathon, FL 33050

  Ready to escape to paradise? Look no further than this prime, buildable cleared lot located in heart of Marathon in Key by the Sea Community .Situated in the heart of this vibrant community, this 2315sf lot offers the perfect canvas for creating your coastal retreat. Conveniently Close to Clubhouse, Mail Hub, and Laundry Facilities. Community Amenities include: *Clubhouse and Recreation Hall:

  Alyson Bainbridge Coldwell Banker Schmitt Real Estate Co.

  6099 Overseas Hwy Unit 15E, Marathon, FL 33050
• 

  

  /62

  $300,000

  • 3 Beds
  • 3 Baths
  • 2,300 Sq Ft

  104000 Overseas Hwy Unit 5 , Int 8, Key Largo, FL 33037

  Experience all the allure of Fishermans Cove fractional Ownership. where you can enjoy unparalleled views at a fraction of the price. This property cannot be rented out only the condo owners can Revel in the spaciousness of this expansive 3-bedroom, 3-bath condo, boasting direct bay access that sets the stage for breathtaking sunsets. Step into a haven of convenience, as this meticulously

  Kelly Randin RE/MAX All Keys Real Estate

  104000 Overseas Hwy Unit 5 , Int 8, Key Largo, FL 33037
• 

  

  /15

  $250,000

  • Land

  7 Palm Beach Dr, Key Largo, FL 33037

  This lot is preparing for construction and already fenced! A ROGO permit application is in progress, with fully paid plans for a 2-bedroom, 2-bath stilt home featuring a 2-car garage. Located in a fantastic neighborhood, you'll find a park nearby with a beach, boat ramp, and tiki hut--perfect for relaxing, watching sunsets, or enjoying a drink by the water.Currently scoring 38 out of 40 points as

  Kelly Randin RE/MAX All Keys Real Estate

  7 Palm Beach Dr, Key Largo, FL 33037
• 

  

  /7

  $299,000

  • Land
  • 0.11 Acre
  • $2,718,182 per Acre

  234 Antigua Rd, Tavernier, FL 33070

  Single family lot with ROGO letter form Monroe County Building Department, so you do not have to wait to build. Close by Couty Park which offers, boat ramp, swimming beach area, and much more.

  Barbara Eads Barbara Eads Realty Inc.

  234 Antigua Rd, Tavernier, FL 33070
• 

  

  /11

  $299,000

  • Land

  234 Antigua Rd, Key Largo, FL 33037

  Build faster than you can imagine, with a Tier 3 lot and a ROGO letter from Monroe Building and Zoning. Great location, at the end of a street, and minutes away from the County Park for you to enjoy the Oceanside boat ramp, swimming and outdoors at the beautiful Park.

  Barbara Eads Barbara Eads Realty

  234 Antigua Rd, Key Largo, FL 33037
• 

  

  /35

  $289,900

  • 1 Bed
  • 1 Bath
  • 441 Sq Ft

  1361 Overseas Hwy Unit E28, Marathon, FL 33050

  Escape to paradise with The Lobster Shanty, a charming one-bedroom, one-bath waterfront park model trailer nestled in the vibrant community of Marathon in the Florida Keys. Perfect for those seeking the laid-back lifestyle of island living, this cozy retreat offers a private boat dock for your water adventures, spacious outdoor areas to soak in the sun, and unparalleled access to the stunning

  Angela Mitchell Four Star Homes, Inc.

  1361 Overseas Hwy Unit E28, Marathon, FL 33050
• 

  

  /28

  $295,000

  • Land

  94825 Overseas Hwy Unit 68, Key Largo, FL 33037

  Start building here! ROGO Exempt in Exclusive New Community! Plans included for a 3 story all concrete home with roof top deck and space for an elevator. 3-bedroom, 2.5 bath with open parking and storage below.Key Largo Ocean Resort offers an exceptional blend of luxury, convenience, and island living, all with remarkably low HOA fees. This exclusive, 22-acre gated community boasts top-tier

  Terry Canto American Caribbean Real Estate, Christie's International Real Estate

  94825 Overseas Hwy Unit 68, Key Largo, FL 33037
• 

  

  /4

  $250,000

  • Land

  45 Coral Dr, Key Largo, FL 33037

  A buildable lot on Key Largo, 60' wide x 110' deep, located near Pilot House restaurant and Key Largo Fisheries.

  Randy Selden Century 21 Circle - Islamorada

  45 Coral Dr, Key Largo, FL 33037
• 

  

  /12

  $230,000

  • Land

  35 Sombrero Blvd Unit B33, Marathon, FL 33050

  18' x 52' slip.Welcome to Boot Harbor City Marina in Marathon Florida!Live on your boat in a protected marina across the street from the Marathon City Golf Course. This is a full service Marina offering laundry, showers and restrooms, as well as a great restaurant featuring live music and a full bar. Oceanside LIVE ABOARD details:Live aboard up to six months per year. Bay Bottom is leased from

  Kirksten Irick Preferred Properties (KW)

  35 Sombrero Blvd Unit B33, Marathon, FL 33050
• 

  

  /23

  $299,500

  • 3 Beds
  • 2 Baths

  1361 Overseas Hwy Unit B-11, Marathon, FL 33050

  MOTIVATED SELLERS!! Nestled in the heart of the Florida keys is this immaculate and well maintained 2006 Palm Harbor modular home! When you pull up, there is plenty of parking. Outside you have an inviting hot tub, 2 large storage sheds and an amazingly relaxing screened front porch that measures 10 x 30ft. Inside features 3 bedroom, 2 bath, galley kitchen, formal dining room, large open

  Kimberly Parks Sunkissed Properties

  1361 Overseas Hwy Unit B-11, Marathon, FL 33050
• 

  

  /26

  $269,000

  • 2 Beds
  • 2 Baths

  1361 Overseas Hwy Unit D11, Marathon, FL 33050

  Stunning Waterfront Home in the Florida Keys! Come join the residents of Galway Bay and experience the laid-back Florida Keys lifestyle-where fishing, sunshine, and relaxation await! Located at mile marker 47.5, just before The Seven Mile Bridge, this home is just minutes from one of the Keys' most beautiful beaches, world-class fishing, snorkeling, diving, and fantastic dining. Plus, you're

  Kimberly Parks Sunkissed Properties

  1361 Overseas Hwy Unit D11, Marathon, FL 33050
• 

  

  /25

  $249,900

  • 1 Bed
  • 1 Bath
  • 895 Sq Ft

  40 High Point Rd Unit F206, Tavernier, FL 33070

  Nice and quiet 1/1 located in the desirable Plantation Villas on Plantation Key. This is a upper corner unit with Tile throughout. Impact Cat 5 hurricane windows and newer AC. Tub shower combination in bath. Large walk-in closet in bedroom with lots of storage and ceiling fans throughout. Beautiful Yard area for outdoor enjoyment. This development has a pool, clubhouse and picnic area. Located

  Sharon Kelly-Brown Sharon J. Kelly Realty, Inc.

  40 High Point Rd Unit F206, Tavernier, FL 33070
• 

  

  /11

  $280,000

  • 1 Bed
  • 1 Bath
  • 482 Sq Ft

  30887 Hammock Dr, Big Pine Key, FL 33043

  Your weekend retreat, to get away from the hustle and bustle or escape winter the winters. This is NOT part of a Homeowners Association, nor is it leased land you pay rent for. Your land your place. You can at any time remove what's here and build a house if you prefer. their is a rogo exemption letter. 12X40 Mobile Home, 1 Bedroom 1 Bath with back yard storage building 11 X 19, has hookups

  Rose Dell Keller Williams Key West Compass Realty

  30887 Hammock Dr, Big Pine Key, FL 33043
• 

  

  /23

  $300,000

  • Land

  5555 College Rd Unit 10, Key West, FL 33040

  Own your own 50ft boat slip (LOA 55') in Sunset Marina, a wonderful, quiet & secure marina on the Gulf in Key West. Positioned at the end of a T-dock on Sailfish Pier, this is a deeded slip, so you own the bay bottom and have unparalleled access with direct deep-water ingress and egress to the Gulf & easy access to the Atlantic.Located on the leeward side of Key West, this marina offers the

  Terri Spottswood Truman & Co. (KW)

  5555 College Rd Unit 10, Key West, FL 33040
• 

  

  /22

  $300,000

  • Land

  5555 College Rd Unit 9, Key West, FL 33040

  Own your own 40' boat slip (LOA 45') in Sunset Marina, a wonderful, quiet & secure marina on the Gulf in Key West. Positioned at the end of a T-dock on Sailfish Pier, this is a deeded slip, so you own the bay bottom and have unparalleled access with direct deep-water ingress and egress to the Gulf & easy access to the Atlantic.Located on the leeward side of Key West, this marina offers the

  Terri Spottswood Truman & Co. (KW)

  5555 College Rd Unit 9, Key West, FL 33040
• 

  

  /5

  $259,900

  • Land

  33 Harbor Village Dr Unit 33, Duck Key, FL 33050

  This is a rare opportunity to own one of the only extra-large dock slips in the basin at The Village at Hawks Cay, located in the stunning Florida Keys. With only two slips of this size in such a prime location, this dock offers easy ocean access and the advantage of being an end slip, perfect for accommodating larger vessels. Additionally, you can choose to rent out this exclusive slip through

  Margaret Crowley Florida Keys Realty Group

  33 Harbor Village Dr Unit 33, Duck Key, FL 33050

Showing Results 1 - 40, Page 1 of 3